HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 18472441, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 18472462 | HCID 18472462 | — |
| Reactant | 4-Methylphenyl borate | HCID 86645333 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene-ethanol water | HCID 66602552 | — |
| Product | HCID 18472441 | HCID 18472441 | 91.3% |
Reaction Steps
Under argon atmosphere, a solution of N-methyl-N-methoxy-5-bromofuran-2-carboxamide (2.77 g), 4-methylphenyl borate (1.93 g) and potassium carbonate (3.27 g) in toluene-ethanol-water (110-11-11 ml) was stirred at room temperature for 1 hour. To the reaction mixture was added tetrakistriphenylphosphinepalladium (0.41 g), and the mixture was refluxed for 20 hours and cooled to room temperature. The organic layer was washed with saturated sodium chloride solution, dried with magnesium sulfate and concentrated under reduced pressure. The residue was separated and purified with column chromatography (ethyl acetate/hexane=1:5→1:2→1:1) to give N-methyl-N-methoxy-5-(4-methylphenyl)furan-2-carboxamide (2.65 g) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06268354B1 |
| Source dataset | uspto-grants-2001_07 |
| ORD ID | ord-a53a162d8a024cb580bfe2caa460f8dc |
| Source note | uspto-grants-2001_07 |